tert-butyl 5-bromo-3-[(1S)-1-{6-[(tert-butoxycarbonyl)oxy]-2-chloro-3-fluorophenyl}ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

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Chemical Name:tert-butyl 5-bromo-3-[(1S)-1-{6-[(tert-butoxycarbonyl)oxy]-2-chloro-3-fluorophenyl}ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate
CAS No.:1350324-14-9
Molecular Formula:C₂₅H₂₇BrClFN₂O₅
Molecular Weight:569.855
Hs Code.:

Synonyms:tert-butyl 5-bromo-3-[(1S)-1-{6-[(tert-butoxycarbonyl)oxy]-2-chloro-3-fluorophenyl}ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

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Chemical Property of tert-butyl 5-bromo-3-[(1S)-1-{6-[(tert-butoxycarbonyl)oxy]-2-chloro-3-fluorophenyl}ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

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Technology Process of tert-butyl 5-bromo-3-[(1S)-1-{6-[(tert-butoxycarbonyl)oxy]-2-chloro-3-fluorophenyl}ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

There total 8 articles about tert-butyl 5-bromo-3-[(1S)-1-{6-[(tert-butoxycarbonyl)oxy]-2-chloro-3-fluorophenyl}ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1350324-15-0
2-[(1S)-1-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)ethyl]-3-chloro-4-fluorophenol

: 1350324-14-9
tert-butyl 5-bromo-3-[(1S)-1-{6-[(tert-butoxycarbonyl)oxy]-2-chloro-3-fluorophenyl}ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Guidance literature:: 2-[(1S)-1-(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)ethyl]-3-chloro-4-fluorophenol; With sodium hydride; In tetrahydrofuran; mineral oil; at -40 - -10 ℃; for 1h;

di-tert-butyl dicarbonate; In tetrahydrofuran; mineral oil; at -40 - 20 ℃; for 17h;

Reference yield:

: 1350322-47-2
5-bromo-3-[(1S)-1-(2-chloro-3-fluoro-6-methoxyphenyl)ethyl]-1H-pyrrolo[2,3-b]pyridine

: 1350324-14-9
tert-butyl 5-bromo-3-[(1S)-1-{6-[(tert-butoxycarbonyl)oxy]-2-chloro-3-fluorophenyl}ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: boron tribromide / dichloromethane / 18.16 h / -78 - 20 °C

1.2: 0.5 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / -40 - -10 °C

2.2: 17 h / -40 - 20 °C

With boron tribromide; sodium hydride; In tetrahydrofuran; dichloromethane; mineral oil;

Reference yield:

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1350324-14-9
tert-butyl 5-bromo-3-[(1S)-1-{6-[(tert-butoxycarbonyl)oxy]-2-chloro-3-fluorophenyl}ethyl]-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hydroxide / methanol / 12 h / 20 °C

2.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.5 h / -60 °C

2.2: -60 - 45 °C / Inert atmosphere

3.1: ChiralPak IA / carbon dioxide; methanol / Resolution of racemate

4.1: boron tribromide / dichloromethane / 18.16 h / -78 - 20 °C

4.2: 0.5 h / 0 - 20 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / -40 - -10 °C

5.2: 17 h / -40 - 20 °C

With boron trifluoride diethyl etherate; boron tribromide; sodium hydride; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; carbon dioxide; mineral oil;